Synergistic herbicidal compositions

Abstract

Synergistic herbicidal activity is displayed by compositions comprising the following two components:

What is claimed is: 
     
       1. A synergistic herbicidal composition comprising a mixture of (1) a herbicidally effective amount of an amide of the formula ##STR8## in which R 1  is substituted phenyl, with one to three substituents independently selected from the group consisting of chlorine, bromine, iodine, or C 1  -C 4  alkyl,   R 2 , r 3 , and R 4  are independently C 1  -C 4  alkyl, and   R 5  is hydrogen or C 1  -C 4  alkyl, and     (2) a herbicidally effective amount of a haloacetanilide of the formula ##STR9## in which R 6  and R 7  are independently selected from the group consisting of hydrogen and C 1  -C 6  alkyl,   R 8  is a member selected from the group consisting of C 1  -C 6  alkyl and -R 9  -O-R 10 , in which R 9  is C 1  -C 3  alkylene and R 10  is C 1  -C 3  alkyl, and   X is chlorine, bromine, or iodine, in a weight ratio of amide to haloacetanilide of 0.01-10:1.   
     
     
       2. A composition according to claim 1 in which R 1  is substituted phenyl, with one to three substituents independently selected from the group consisting of chlorine and methyl. 
     
     
       3. A composition according to claim 1 in which R 1  is 3,5-dichlorophenyl or 3,5-dimethylphenyl. 
     
     
       4. A composition according to claim 1 in which X is chlorine. 
     
     
       5. A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-[(3'-methoxypropyl-(2)]2-methyl-6-ethyl chloroacetanilide. 
     
     
       6. A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetamide is N-methoxymethyl-2,6-diethyl chloroacetanilide. 
     
     
       7. A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetamide is N-isopropyl chloroacetanilide. 
     
     
       8. A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dimethylphenoxy) butyramide and said haloacetanilide is N-[3'-methoxy propyl-(2)]-2-methyl-6-ethyl chloroacetanilide. 
     
     
       9. A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dimethylphenoxy) butyramide and said haloacetanilide is N-methoxymethyl-2,6-diethyl chloroacetanilide. 
     
     
       10. A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dimethylphenoxy) butyramide and said haloacetanilide is N-isopropyl chloroacetanilide. 
     
     
       11. A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-propynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-[3'-methoxypropyl-(2)]-2-methyl-6-ethyl chloroacetanilide. 
     
     
       12. A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-propynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-methoxymethyl-2,6-diethyl chloroacetanilide. 
     
     
       13. A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-propynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-isopropyl chloroacetanilide. 
     
     
       14. A method of controlling undesired vegetation which comprises applying to the locus where control is desired a synergistic herbicidal composition comprising a mixture of (1) a herbicidally effective amount of an amide of the formula ##STR10## in which R 1  is substituted phenyl, with one to three substituents independently selected from the group consisting of chlorine, bromine, iodine, or C 1  -C 4  alkyl,   R 2 , r 3 , and R 4  are independently C 1  -C 4  alkyl, and   R 5  is hydrogen or C 1  -C 4  alkyl, and     (2) a herbicidally effective amount of a haloacetanilide of the formula ##STR11## in which R 6  and R 7  are independently selected from the group consisting of hydrogen and C 1  -C 6  alkyl,   R 8  is a member selected from the group consisting of C 1  -C 6  alkyl and -R 9  -O-R 10 , in which R 9  is C 1  -C 3  alkylene and R 10  is C 1  -C 3  alkyl, and   X is chlorine, bromine, or iodine, in a weight ratio of amide to haloacetanilide of 0.01-10:1.   
     
     
       15. A method according to claim 14 in which R 1  is substituted phenyl, with one to three substituents independently selected from the group consisting of chlorine and methyl. 
     
     
       16. A method according to claim 14 in which R 1  is 3,5-dichlorophenyl or 3,5-dimethylphenyl. 
     
     
       17. A method according to claim 14 in which X is chlorine. 
     
     
       18. A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-[3'-methoxypropyl -(2)]-2-methyl-6-ethyl chloroacetanilide. 
     
     
       19. A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-methoxymethyl-2,6-diethyl chloroacetanilide. 
     
     
       20. A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-isopropyl chloroacetanilide. 
     
     
       21. A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dimethylphenoxy) butyramide and said haloacetanilide is N-[3'-methoxypropyl-(2)]-2-methyl-6-ethyl chloroacetanilide. 
     
     
       22. A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dimethylphenoxy) butyramide and said haloacetanilide is N-methoxymethyl-2,6-diethyl chloroacetanilide. 
     
     
       23. A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dimethylphenoxy) butyramide and said haloacetanilide is N-isopropyl chloroacetanilide. 
     
     
       24. A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-propynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-[3'-methoxypropyl-(2)]-2-methyl-6-ethyl chloroacetanilide. 
     
     
       25. A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-propynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-methoxymethyl-2,6-diethyl chloroacetanilide. 
     
     
       26. A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-propynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-isopropyl chloroacetanilide.